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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (53 reviews)
    avg/night
    • 4 BR
    • 3 BA
    • Sleeps 9
    House #95599vb
    53
    Viewed 8 times in the last 48 hours
      Exceptional! 5.0/5
      (5 reviews)
      avg/night
      • 5 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 16
      House #866131vb
      5
        Exceptional! 5.0/5
        (29 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 4
        House #424508vb
        29
        Viewed 9 times in the last 48 hours
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 4
          House #719709vb
          1
          Viewed 7 times in the last 48 hours
            • 4 BR
            • 3 BA
            • Sleeps 15
            House #512619vb
            11
              Wonderful! 4.9/5
              (18 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 8
              House #211271
              18
                • 2 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                House #104868
                4
                  Wonderful! 4.9/5
                  (22 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 8
                  House #332864vb
                  22
                  Viewed 5 times in the last 48 hours
                    • 5 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 11
                    House #577344vb
                    2
                    Viewed 5 times in the last 48 hours
                      • 3 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 8
                      House #497959vb
                      4
                        Exceptional! 5.0/5
                        (7 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #384153
                        7
                          avg/night
                          • 3 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 6
                          House #3893807
                          1
                          Viewed 11 times in the last 48 hours
                            • 2 BR
                            • 2 BA
                            • Sleeps 8
                            House #124299
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              House #3558842
                              1
                                avg/night
                                • 4 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 10
                                House #772872vb
                                Viewed 5 times in the last 48 hours
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                  House #4317148
                                  1
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 10
                                    House #575213vb
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #953681vb
                                        • 4 BR
                                        • 4 BA
                                        • Sleeps 10
                                        House #453690vb
                                        8
                                          Exceptional! 5.0/5
                                          (5 reviews)
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 9
                                          House #174313
                                          5
                                          Viewed 7 times in the last 48 hours
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 8
                                            House #406592vb
                                            32
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #921303vb
                                              Viewed 10 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (6 reviews)
                                                avg/night
                                                • 5 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                House #600610vb
                                                6
                                                Viewed 31 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (11 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  House #584821vb
                                                  11
                                                  Viewed 5 times in the last 48 hours
                                                    avg/night
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    House #814663vb
                                                    3
                                                    Viewed 9 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #830744vb
                                                      3
                                                        Wonderful! 4.8/5
                                                        (15 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 10
                                                        House #601571vb
                                                        15
                                                        Viewed 14 times in the last 48 hours
                                                          Excellent! 4.6/5
                                                          (16 reviews)
                                                          avg/night
                                                          • 5 BR
                                                          • 3 BA
                                                          • Sleeps 14
                                                          House #3750835
                                                          16
                                                          Viewed 7 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (13 reviews)
                                                            avg/night
                                                            • 6 BR
                                                            • 5 BA
                                                            • 1 HF BA
                                                            • Sleeps 16
                                                            House #396147vb
                                                            13
                                                            Viewed 24 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (10 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 4 BA
                                                              • 1 HF BA
                                                              • Sleeps 12
                                                              House #4050256
                                                              10
                                                              Viewed 39 times in the last 48 hours
                                                                • 6 BR
                                                                • 3 BA
                                                                • Sleeps 10
                                                                House #4064007
                                                                9
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  House #843035vb
                                                                    Wonderful! 4.8/5
                                                                    (18 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    House #236935vb
                                                                    18
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      House #718791vb
                                                                      5
                                                                        Exceptional! 5.0/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        House #4153058
                                                                        8
                                                                          Wonderful! 4.9/5
                                                                          (7 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 6
                                                                          House #4155013
                                                                          7
                                                                          Viewed 7 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (8 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                            House #854910vb
                                                                            8
                                                                            Viewed 5 times in the last 48 hours
                                                                              • 5 BR
                                                                              • 4 BA
                                                                              • Sleeps 10
                                                                              House #3959837
                                                                              12
                                                                              Viewed 8 times in the last 48 hours
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 15
                                                                                House #874852vb
                                                                                Viewed 5 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 8
                                                                                  House #590505vb
                                                                                  2
                                                                                    Wonderful! 4.8/5
                                                                                    (19 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 10
                                                                                    House #233798
                                                                                    19
                                                                                    Viewed 16 times in the last 48 hours
                                                                                      Excellent! 4.7/5
                                                                                      (16 reviews)
                                                                                      avg/night
                                                                                      • 9 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 20
                                                                                      House #428459vb
                                                                                      16
                                                                                      Viewed 21 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        House #585864vb
                                                                                        7
                                                                                        Viewed 9 times in the last 48 hours
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 7
                                                                                          House #774024vb
                                                                                          4
                                                                                            Wonderful! 4.8/5
                                                                                            (13 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 9
                                                                                            House #33917vb
                                                                                            13
                                                                                            Viewed 10 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (27 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 12
                                                                                              House #424518vb
                                                                                              27
                                                                                              Viewed 14 times in the last 48 hours
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                House #3721423
                                                                                                36
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  House #381805vb
                                                                                                  20
                                                                                                    Exceptional! 5.0/5
                                                                                                    (15 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 12
                                                                                                    House #583082vb
                                                                                                    15
                                                                                                    Viewed 11 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 5 BR
                                                                                                      • 4 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 18
                                                                                                      House #886764vb
                                                                                                      1
                                                                                                      Viewed 10 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Sheffield: House Rentals (357)

                                                                                                       

                                                                                                      Recent Sheffield Reviews

                                                                                                      Lovely, warm, and comfortable Thanksgiving weekend

                                                                                                      4 of 5
                                                                                                      We enjoyed this home very much over Thanksgiving (while our own was under renovation). The 3 bedrooms were just right for 2 couples and 2 teens. While we didn't expect several inches of snow to greet us, it just made for a cozier time by the fire, playing family games, and sipping wine! Beds and linens were comfortable, kitchen was adequately provisioned, and house was very clean. We loved the view of a snowy pond from the hot tub and sauna as well. The only blip on the radar was an apparent malfunction of the wood stove (whose flue is supposed to always be open automatically) on our last night resulting in smoke pouring thru stove door into the room. We had successful fires the other nights, and Lourdes committed to looking into that issue. I'd recommend this lovely home and imagine it's even more welcoming in the summer.
                                                                                                      • Submitted: Nov 26, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Great house for a reunion!

                                                                                                      5 of 5
                                                                                                      Wonderful house for a reunion- slept 6 of us comfortably. Beautiful fireplace and living room. We didn't use the hot tub or fireplace on the deck ( we were there in November and it was windy!) but imagine they would be great in better weather. Lots to do for us middle aged women in Lenox, Lee and Sturbridge!
                                                                                                      • Submitted: Nov 17, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      What An Amazing Stay!!!!

                                                                                                      5 of 5
                                                                                                      I booked this house for a long girls' weekend (there were 10 of us). We LOVE the Berkshires and this house fit our needs perfectly!! First off, Dori is the most gracious hostess you could ask for. She's very quick to respond to ANY questions you may have and gives you a plethora of information regarding the house and the area. The house itself...WOW...is all I can say. It's absolutely gorgeous...spacious...and fully equipped with everything you may need! The living room, dining area, and kitchen all flow beautifully so even if you are in the kitchen cooking, you aren't away from the fun happening in the living room. All the bedrooms are spacious and oh so comfortable. I wanted to steal Dori's king size bed it was SO dreamy!! Plenty of linens and towels. All the bathrooms were BIG. Everything was SUPER clean...and I'm an OCD neat freak!! Our favorite part was the deck area (HUGE) and fire pit...which we spent most of our time. The weather was beautiful for the middle of September so we spent a lot of it outside. We took advantage of the kayaks and scooted around the lake. The area itself is beautiful and quiet. All in all you won't go wrong with renting this home. Both Dori and the house are worth it! We will be going back for another long weekend after the holidays and we can't wait!!!
                                                                                                      • Submitted: Nov 10, 2016
                                                                                                      • Stayed: Sep 2016